15 days in Hawaii Itinerary

15 days in Hawaii Itinerary

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Route & dates

15 days in Hawaii Itinerary

Start: New York City
foot + Fly:  16​h 15​min
1
Kailua-Kona, Island of Hawaii
— 1 night
Fly + bus:  2​h 15​min
2
Kihei, Maui
— 4 nights
Fly:  2​h 30​min
3
Honolulu, Oahu
— 7 nights
Fly + bus:  13​h 45​min
End: New York City

1
night
Kailua-Kona, Island of Hawaii

Thanks to its favorable location near a mountain range blocking the northeasterly trade winds, Kailua-Kona gets little rainfall, allowing adventure seekers and nature lovers a chance to enjoy over 300 days of sunshine each year.
Start off your visit on the 22nd (Sun): fulfill a lifelong dream with a swim-with-the-dolphins experience and then explore and take pictures at Pu'uhonua O Honaunau National Historical Park. Keep things going the next day: stop by Big Island Bees, relax in the rural setting at Kona Coffee Living History Farm, and then get up close to creatures of the deep with a dolphin and whale watching tour.

To see more things to do, reviews, photos, and tourist information, read our Kailua-Kona online journey maker .

New York City to Kailua-Kona is an approximately 16.5-hour combination of bus and flight. You can also fly; or do a combination of bus and flight. The time zone changes from Eastern Standard Time (EST) to Hawaii Standard Time (HST), which is usually a -5 hour difference. Plan for much warmer temperatures traveling from New York City in December, with highs in Kailua-Kona at 82°F and lows at 70°F. Cap off your sightseeing on the 23rd (Mon) early enough to travel to Kihei.

Things to do in Kailua-Kona

Outdoors Wildlife Tours

Side Trips

Captain Cook, Pu'uhonua O Honaunau National Historical Park
Highlights from your plan
Swim with Dolphins
Dolphin & Whale Watching

4
nights
Kihei, Maui

Kihei ©
Stretching over 9.7 km (6 mi) of pristine south Maui coastline, Kihei is the island's driest and sunniest region, making it a perfect location for water activities and beach leisure.
Pi'lanihale Heiau and Holy Ghost Mission will appeal to history buffs. You'll get in some beach time at Ka'anapali Beach and Wailea Beach. Venture out of the city with trips to Lahaina Banyan Court (in Lahaina) and Haleakala Crater (in Haleakala National Park). And it doesn't end there: get interesting insight from Tours, immerse yourself in nature at Iao Valley, and admire nature's wide array of creatures at Maui Ocean Center.

To see other places to visit, traveler tips, where to stay, and other tourist information, you can read our Kihei attractions tool .

Do a combination of flight and taxi from Kailua-Kona to Kihei in 2.5 hours. Alternatively, you can do a combination of bus, taxi, and flight; or do a combination of bus, flight, and taxi. In December, daily temperatures in Kihei can reach 82°F, while at night they dip to 66°F. Wrap up your sightseeing on the 27th (Fri) early enough to travel to Honolulu.

Things to do in Kihei

Parks Outdoors Beaches

Side Trips

Wailuku, Lahaina, Maui, Haleakala Crater, Wailea Beach
Highlights from your plan
Haleakala Crater ©
Haleakala Crater
Ka'anapali Beach ©
Ka'anapali Beach
Wailea Beach ©
Wailea Beach

7
nights
Honolulu, Oahu

Honolulu ©
In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Your cultural itinerary includes sights like USS Arizona Memorial and USS Bowfin Submarine Museum & Park. Get some historical perspective at Battleship Missouri Memorial and Kawaiahao Church. Change things up with these side-trips from Honolulu: Polynesian Cultural Center (in Laie), Pu’u O Mahuka Heiau State Monument (in Pupukea) and Haleiwa (Sunset Beach Park, Waimea Bay, & more). There's still lots to do: enjoy the sand and surf at Waikiki Beach, stroll the grounds of National Memorial Cemetery of the Pacific, see some colorful creatures with a scuba or snorkeling tour, and buy something for everyone on your list at Ala Moana Center.

To find where to stay, traveler tips, ratings, and tourist information, you can read our Honolulu road trip planner .

You can do a combination of taxi and flight from Kihei to Honolulu in 2.5 hours. Alternatively, you can do a combination of car and flight. In December, plan for daily highs up to 82°F, and evening lows to 69°F. Finish your sightseeing early on the 3rd (Fri) to allow enough time to travel back home.

Things to do in Honolulu

Parks Outdoors Beaches

Side Trips

Haleiwa, Oahu, Lanikai Beach, Pu’u O Mahuka Heiau State Monument, Polynesian Cultural Center
Highlights from your plan
Diamond Head State Monument ©
Diamond Head State Monument
USS Arizona Memorial ©
USS Arizona Memorial
Waikiki Beach ©
Waikiki Beach

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